Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate
• CAS No.: 175203-85-7
• Molecular Formula: C₁₃H₁₀F₃NO₄
• Molecular Weight: 301.222
• Hs Code.: 2933499090
• European Community (EC) Number: 671-924-5
• DSSTox Substance ID: DTXSID70352326
• Wikidata: Q82129397
• ChEMBL ID: CHEMBL4570971
• Mol file: 175203-85-7.mol

Synonyms:Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate;175203-85-7;361367-24-0;4-Oxo-6-trifluoromethoxy-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester;ethyl 4-oxo-6-(trifluoromethoxy)-1H-quinoline-3-carboxylate;ethyl 4-oxo-6-(trifluoromethoxy)-1,4-dihydroquinoline-3-carboxylate;4-Hydroxy-6-trifluoromethoxyquinoline-3-carboxylic acid ethyl ester;ethyl 4-oxo-6-(trifluoromethoxy)-1,4-dihydro-3-quinolinecarboxylate;1,4-Dihydro-4-oxo-6-(trifluoromethoxy)-3-quinolinecarboxylic acid ethyl ester;Maybridge1_004964;SCHEMBL6197990;CHEMBL4570971;SCHEMBL18589529;HMS555J14;DTXSID70352326;MFCD00219847;MFCD02647170;STK763290;AKOS005616233;AKOS015856159;CCG-246276;PS-7129;SB66565;SB72697;CS-0080627;EU-0052613;FT-0626091;D74233;A811890;SR-01000530600;SR-01000530600-1;6-Trifluoromethoxy-4-hydroxy-3-ethoxycarbonylquinoline;Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3carboxylate;ethyl4-oxo-6-(trifluoromethoxy)-1,4-dihydroquinoline-3-carboxylate;3-Quinolinecarboxylic acid, 4-hydroxy-6-(trifluoromethoxy)-, ethyl ester;3-Quinolinecarboxylicacid,4-hydroxy-6-(trifluoromethoxy)-,ethyl ester;128426-96-0

Chemical Property of Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.76E-05mmHg at 25°C
• Melting Point: 297 °C
• Boiling Point: 357.3°Cat760mmHg
• Flash Point: 169.9°C
• PSA: 68.65000
• Density: 1.403g/cm³
• LogP: 3.01570
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 301.05619229
• Heavy Atom Count: 21
• Complexity: 461

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-Hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CNC2=C(C1=O)C=C(C=C2)OC(F)(F)F

Technology Process of Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate

There total 4 articles about Ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

diethyl 2-[(4-(trifluoromethoxy)phenylamino)methylidene]malonate (207231-22-9) → ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate (175203-85-7,361367-24-0)

Guidance literature:

In various solvent(s); at 260 - 280 ℃; for 0.666667h;

DOI:10.1016/S0968-0896(97)10039-6

Reference yield:

4-trifluoromethylphenylamine (455-14-1) + diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate (175203-85-7,361367-24-0)

Guidance literature:

In diphenylether;

Reference yield:

4-(trifluoromethoxy)aniline (461-82-5) → ethyl 4-hydroxy-6-(trifluoromethoxy)quinoline-3-carboxylate (175203-85-7,361367-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 h

2: various solvent(s) / 0.67 h / 260 - 280 °C

In various solvent(s);

DOI:10.1016/S0968-0896(97)10039-6

upstream raw materials:

diethyl 2-[(4-(trifluoromethoxy)phenylamino)methylidene]malonate

4-(trifluoromethoxy)aniline

diethyl 2-ethoxymethylenemalonate

4-trifluoromethylphenylamine

Downstream raw materials:

2-(4-Nitro-phenyl)-8-trifluoromethoxy-2,5-dihydro-pyrazolo[4,3-c]quinolin-3-one

2-(3-Nitro-phenyl)-8-trifluoromethoxy-2,5-dihydro-pyrazolo[4,3-c]quinolin-3-one

2-(4-Methoxy-phenyl)-8-trifluoromethoxy-2,5-dihydro-pyrazolo[4,3-c]quinolin-3-one

2-(4-Hydroxy-phenyl)-8-trifluoromethoxy-2,5-dihydro-pyrazolo[4,3-c]quinolin-3-one

Refernces

• 1、 -. "4-hydroxyquinoline-3-carboxamides and hydrazides as antiviral agents". . . Retrieved 2008/06/13.